Licoricesaponin K2

Details

• Internal ID: 32e3fecb-ad01-4d2d-91cb-5d17c989dd1d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[(2R,3R,4S,5S,6S)-2-[[(3S,4S,4aR,6aR,6bS,8aS,11S,14aR,14bS)-11-carboxy-4-(hydroxymethyl)-4,6a,6b,8a,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,14a-dodecahydropicen-3-yl]oxy]-6-carboxy-4,5-dihydroxyoxan-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
• SMILES (Canonical): CC12CCC(CC1=C3C=CC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)CO)OC6C(C(C(C(O6)C(=O)O)O)O)OC7C(C(C(C(O7)C(=O)O)O)O)O)C)(C)C(=O)O
• SMILES (Isomeric): C[C@]12CC[C@](CC1=C3C=C[C@@H]4[C@]5(CC[C@@H]([C@]([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)CO)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C(=O)O)O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)C(=O)O)O)O)O)C)(C)C(=O)O
• InChI: InChI=1S/C42H62O16/c1-37-13-14-38(2,36(53)54)17-20(37)19-7-8-22-39(3)11-10-23(40(4,18-43)21(39)9-12-42(22,6)41(19,5)16-15-37)55-35-31(27(47)26(46)30(57-35)33(51)52)58-34-28(48)24(44)25(45)29(56-34)32(49)50/h7-8,21-31,34-35,43-48H,9-18H2,1-6H3,(H,49,50)(H,51,52)(H,53,54)/t21-,22-,23+,24+,25+,26+,27+,28-,29+,30+,31-,34+,35-,37-,38+,39+,40-,41-,42-/m1/s1
• InChI Key: IPBGQSWRSQPGCF-LIOOBZAHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₆₂O₁₆
• Molecular Weight: 822.90 g/mol
• Exact Mass: 822.40378589 g/mol
• Topological Polar Surface Area (TPSA): 270.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 1.96
• H-Bond Acceptor: 13
• H-Bond Donor: 9
• Rotatable Bonds: 8

Synonyms

• Licorice-saponin K2
• 3BA9J47AGH
• 135815-61-1
• Licoricesaponin H2 (liquiritinic acid diglucoside)
• (3beta,4beta,20beta)-20-Carboxy-23-hydroxy-30-noroleana-11,13(18)-dien-3-yl 2-o-beta-D-glucopyranuronosyl-beta-D-glucopyranosiduronic acid
• beta-D-Glucopyranosiduronic acid, (3beta,4beta,20beta)-20-carboxy-23-hydroxy-30-noroleana-11,13(18)-dien-3-yl 2-o-beta-D-glucopyranuronosyl-
• UNII-3BA9J47AGH
• (3.BETA.,4.BETA.,20.BETA.)-20-CARBOXY-23-HYDROXY-30-NOROLEANA-11,13(18)-DIEN-3-YL 2-O-.BETA.-D-GLUCOPYRANURONOSYL-.BETA.-D-GLUCOPYRANOSIDURONIC ACID
• .BETA.-D-GLUCOPYRANOSIDURONIC ACID, (3.BETA.,4.BETA.,20.BETA.)-20-CARBOXY-23-HYDROXY-30-NOROLEANA-11,13(18)-DIEN-3-YL 2-O-.BETA.-D-GLUCOPYRANURONOSYL-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7397	73.97%
Caco-2	-	0.8814	88.14%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8725	87.25%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8332	83.32%
OATP1B3 inhibitior	-	0.3693	36.93%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5952	59.52%
BSEP inhibitior	+	0.6699	66.99%
P-glycoprotein inhibitior	+	0.7556	75.56%
P-glycoprotein substrate	-	0.6012	60.12%
CYP3A4 substrate	+	0.7194	71.94%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8829	88.29%
CYP3A4 inhibition	-	0.8656	86.56%
CYP2C9 inhibition	-	0.9129	91.29%
CYP2C19 inhibition	-	0.9377	93.77%
CYP2D6 inhibition	-	0.9560	95.60%
CYP1A2 inhibition	-	0.8521	85.21%
CYP2C8 inhibition	+	0.7148	71.48%
CYP inhibitory promiscuity	-	0.9470	94.70%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6339	63.39%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9087	90.87%
Skin irritation	-	0.5141	51.41%
Skin corrosion	-	0.9466	94.66%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4261	42.61%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.5927	59.27%
skin sensitisation	-	0.9282	92.82%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.7481	74.81%
Acute Oral Toxicity (c)	III	0.6826	68.26%
Estrogen receptor binding	+	0.7775	77.75%
Androgen receptor binding	+	0.7411	74.11%
Thyroid receptor binding	-	0.6971	69.71%
Glucocorticoid receptor binding	+	0.6817	68.17%
Aromatase binding	+	0.6461	64.61%
PPAR gamma	+	0.7570	75.70%
Honey bee toxicity	-	0.7295	72.95%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9700	97.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.81%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.18%	97.36%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.12%	96.09%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	91.10%	95.52%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.90%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	89.96%	91.07%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.65%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.80%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.50%	93.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.22%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.10%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.45%	94.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.88%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.69%	92.62%
CHEMBL5028	O14672	ADAM10	81.53%	97.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.09%	99.17%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	80.39%	92.78%

Plants that contains it

• Glycyrrhiza uralensis
• Mitracarpus hirtus

Cross-Links

• PubChem: 101589724
• NPASS: NPC193939